This has been a mysterious question of the universe mankind is yet to discover an answer to. I believe that it is possible to find a specific answer to this question. And I believe that with all the differing amounts of saliva and size of mouths, the answer would be relative with certain people. But there can be an estimate accurate for most individuals. :{D

"At least three detailed scientific studies have attempted to determine the number of licks required to reach the Tootsie Roll center of a Tootsie Pop.
A group of engineering students from Purdue University reported that its licking machine, modeled after a human tongue, took an average of 364 licks to get to the center of a Tootsie Pop. Twenty of the group's volunteers assumed the licking challenge-unassisted by machinery-and averaged 252 licks each to the center.
Not to be outdone by a Big Ten rival, a chemical engineering doctorate student from the University of Michigan recorded that his customized licking machine required 411 licks to reach the Tootsie Roll center of a Tootsie Pop.
Rejecting the notion that one needed active college status to undertake the Tootsie Pop licking challenge, a group of junior high students at Swathmore School used human lickers, reporting an average of 144 licks to reach the center of a Tootsie Pop."http://www.tootsie.com...

Purdue University(licking machine): 364
Purdue University(no licking machine): 252
University of Michigan: 411
Swathmore School:144
Not between any two of any of these results connect in an accurate estimation. They are all very different wide ranging results And in the very same link that my opponent has offered it says and I quote, "Based on the wide range of results from these scientific studies, it is clear that the world may never know how many licks it really takes to get to the Tootsie Roll center of a Tootsie Pop."